Cheap Flights to Leeward from $182 (2024/2025)

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How Much Does it Cost To Fly To Leeward?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 1 - Tue, May 7
SXM
Princess Juliana Intl.
SBH
Gustaf III
$301 Roundtrip, found 7 hours ago
$301
Roundtrip
found 7 hours ago
Select Windward Island Airways International flight, departing Wed, May 1 from Princess Juliana Intl. to Gustaf III, returning Tue, May 7, priced at $301 found 7 hours ago
Tue, May 21 - Thu, Jun 6
JFK
John F. Kennedy Intl.
SBH
Gustaf III
$701 Roundtrip, found 4 days ago
$701
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, May 21 from John F. Kennedy Intl. to Gustaf III, returning Thu, Jun 6, priced at $701 found 4 days ago
Sun, Apr 28 - Wed, May 1
BOS
Logan Intl.
SBH
Gustaf III
$720 Roundtrip, found 4 days ago
$720
Roundtrip
found 4 days ago
Select United flight, departing Sun, Apr 28 from Logan Intl. to Gustaf III, returning Wed, May 1, priced at $720 found 4 days ago
Sun, Apr 28 - Sat, May 11
EWR
Liberty Intl.
SBH
Gustaf III
$732 Roundtrip, found 1 day ago
$732
Roundtrip
found 1 day ago
Select United flight, departing Sun, Apr 28 from Liberty Intl. to Gustaf III, returning Sat, May 11, priced at $732 found 1 day ago
OriginDestinationTravel DatesFlights From*
SXMSt. BarthelemyMay 8 to May 13$317
SJUSt. BarthelemyMay 4 to May 8$686
JFKSt. BarthelemyMay 21 to June 5$701
JFKSt. BarthelemyMay 21 to June 5$701
EWRSt. BarthelemyJune 2 to June 22$745
MIASt. BarthelemyMay 16 to May 19$767
LAXSt. BarthelemyMay 4 to May 11$937
ATLSt. BarthelemyJuly 28 to August 4$1,060
ORYSt. BarthelemyJune 13 to June 21$1,335
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
SXMSt. BarthelemyApril 26 to April 27$317
SJUSt. BarthelemyApril 27 to May 2$705
EWRSt. BarthelemyApril 28 to May 11$732
EWRSt. BarthelemyApril 28 to May 11$732
JFKSt. BarthelemyApril 27 to May 10$747
MIASt. BarthelemyApril 28 to May 12$809
LAXSt. BarthelemyApril 27 to May 1$973
CDGSt. BarthelemyApril 26 to May 1$1,610
*Prices include taxes and fees

Travelers ❤️ These Leeward 🏨

GYP SEA Saint Barth

GYP SEA Saint Barth

5 out of 5
Le Colombier, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Flamands Beach are located nearby. Discover genuine guest reviews for GYP SEA Saint Barth along with the latest prices and availability – book now.
9.6/10 Exceptional! (45 reviews)
"From the moment we stepped foot on the property, the staff could not have been more attentive and accommodating. This was much more than just a stay at some resort, this was an experience, and from the General Manager down to the last staff member, they are all working hard to exceed every need we ..."

Reviewed on Apr 9, 2024

GYP SEA Saint Barth
Reve de Saint Barth

Reve de Saint Barth

Les Hauts de Flamands, Merlette, St. Barthelemy
Stay at this hotel in St. Barthelemy. Enjoy free WiFi, free parking, and a terrace. Popular attractions Gustavia Harbor and Corossol are located nearby. Discover genuine guest reviews for Reve de Saint Barth along with the latest prices and availability – book now.
9.8/10 Exceptional! (19 reviews)
"Loved the property location and amenities like the kitchen, washer/dryer and the extra space that you don’t get in a hotel room. Location is great if you have a car. We did have car and easily drove to many places every day. Not really walking distance to the beach but a beautiful, clean, and comfortable ..."

Reviewed on Mar 17, 2024

Reve de Saint Barth
Hotel Manapany

Hotel Manapany

5 out of 5
Anse des Cayes, St. Barthelemy
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gustavia Harbor and Anse des Cayes Beach are located nearby. Discover genuine guest reviews for Hotel Manapany, in Anse des Cayes neighborhood, along with the latest prices and availability – book now.
9.4/10 Exceptional! (57 reviews)
Great romantic getaway
"We had an incredible 4 night stay here. The staff was amazing especially Victor (the concierge) who went above and beyond and really made the trip special for us. I would highly recommend staying here."

Reviewed on Apr 1, 2024

Hotel Manapany
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Hotel Barrière Le Carl Gustaf St Barth

Hotel Barrière Le Carl Gustaf St Barth

5 out of 5
Rue des Normands, Lieu Dit Lurin, St. Barthelemy, Leeward
Stay at this 5-star luxury hotel in St. Barthelemy. Enjoy free breakfast, free WiFi, and free valet parking. Popular attractions Gustavia Harbor and Plage du Grand Galet are located nearby. Discover genuine guest reviews for Hotel Barrière Le Carl Gustaf St Barth, in Lurin neighborhood, along with the latest prices and availability – book now.
9.6/10 Exceptional! (8 reviews)
"Located atop a mountainside overlooking the beautiful Gustavia Harbor and providing amazing views, this hotel was well worth the hefty price. While it was the most expensive hotel we have ever stayed in, it was also the most luxurious as well. The concierge was amazing at setting up rides and provide ..."

Reviewed on Mar 13, 2024

Hotel Barrière Le Carl Gustaf St Barth
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I fly to Leeward right now?
A variety of factors might affect your plans if you’re thinking about a flight to Leeward. They include where you depart from and current COVID-19 restrictions in your destination. Before booking your flights, check out relevant government websites for updates. Travelocity’s Covid-19 Travel Advisor will also keep you clued up about traveling during the pandemic. Click on the link to find out about quarantine, mask requirements and more at your destination.
How much is the cheapest flight to Leeward?
To give you a ballpark figure, the cheapest roundtrip flight to Leeward cost $301 during the last seven days. A great way to bag a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Leeward departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Leeward?
Splurge more money on epic experiences and less on your airfare by flying to Leeward in May. This is the cheapest month to travel to this place according to Travelocity’s direct return flight demand from January to December last year. Take a look at our selection of flights and get away without breaking the bank.
How can I check my flight status to Leeward?
There are a couple of helpful ways to track your flight status. You can find all the details you need in our Trips portal, which is located at the top right of our homepage. Log in or create an account — you can then view and manage your bookings whenever you want. For those already on the move, the Travelocity app can also help you look up the status of your flight to Leeward, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Leeward?
It’s wise to book ahead of time, and if possible, avoid traveling during high season. Another great way to save is by clicking the “Flexible dates” box at the top of the page after searching for your flights. You’ll then see prices for nearby days. In the last seven days, the lowest price for a return flight to Leeward was $301. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Leeward with Travelocity?
Where to start! With our cheap flights to Leeward, hotels, rental cars, activities and more, you’ll find everything you need to wander wisely with Travelocity. Reserve your cheap family flights and take advantage of our 24/7 Virtual Agent online chat and free cancellations on select hotels if necessary. Our goal is to offer stress-free travel whenever you book with us so that you can spend less time worrying and more time having fun with your family and friends.
What are the most popular flight routes to Leeward?
With great connections, booking flights to Leeward is hassle-free. Here are some of the main flight routes to this leading travel destination:

  • Philipsburg (SXM-Princess Juliana Intl.) to Gustaf III Airport (SBH) - 4,814 flights a month.
  • Pointe-a-Pitre (PTP-Pointe-a-Pitre Intl.) to Gustaf III Airport (SBH) - 1,538 flights a month.
  • Grand Case (SFG-L’Esperance) to Gustaf III Airport (SBH) - 736 flights a month.

How much is a flight to Leeward on average?
In the last seven days, roundtrip flights to Leeward were priced between $301 and $1,610. No matter the size of your bank account, we have some awesome deals to help you keep within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Leeward?
The length of your direct flight to Leeward is largely dependent on your departure point. If you’d like an idea of what to expect, here are the average flight times for some busy routes to Leeward:

  • Philipsburg (SXM-Princess Juliana Intl.) to Gustaf III Airport (SBH) - 15 minutes
  • Pointe-a-Pitre (PTP-Pointe-a-Pitre Intl.) to Gustaf III Airport (SBH) - 1 hour
  • Grand Case (SFG-L’Esperance) to Gustaf III Airport (SBH) - 15 minutes

What can I expect on a flight to Leeward?
What you can expect largely depends on your carrier and the length of your trip. Most airlines typically provide entertainment and food on long-haul services. Whether you’re looking for business class flights to Leeward or cheap flights for family vacations, you’ll be well taken care of from takeoff to touchdown.

Destinations in Leeward

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.